Water → Methyl 4-Hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

HRID 1179296ノート

反応式

HRID 1179296 の反応式
C[O-].[Na+].[CH3:4][O:5][C:6](=[O:21])[CH2:7][C:8]([NH:10][C:11]1[C:12]([C:17]([O:19]C)=O)=[N:13][CH:14]=[CH:15][CH:16]=1)=[O:9].O>C1COCC1>[OH:19][C:17]1[C:12]2[C:11](=[CH:16][CH:15]=[CH:14][N:13]=2)[NH:10][C:8](=[O:9])[C:7]=1[C:6]([O:5][CH3:4])=[O:21]

参加物

5

反応物 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 42637833Methyl 3-[(3-methoxy-3-oxopropanoyl)amino]pyridine-2-carboxylate

生成物 1

HCID 54729994Methyl 4-Hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium methoxide (0.73 g, 13.5 mmol) was added to 2 methyl 3-[(3-methoxy-3-oxopropanoyl)amino]pyridine-2-carboxylate (0.9 g, 3.4 mmol) dissolved in THF (20 mL). The reaction was stirred overnight. Water was added and the solvents removed. The residue was dissolved in water and purified by reverse phase HPLC eluting with a gradient of 5-40% acetonitrile/water (0.1% TFA) to give the product as a yellow solid.

後処理

  1. customthe solvents removed
  2. dissolutionThe residue was dissolved in water
  3. custompurified by reverse phase HPLC
  4. washeluting with a gradient of 5-40% acetonitrile/water (0.1% TFA)

出典と根拠

ORDレコード
ord-ce6430c383cc4bed966ac9a3a034aa0e
出典データセット
uspto-grants-2007_10
特許番号
US07279487B2

反応ノート

読み込み中…